data_UJ9
# 
_chem_comp.id                                    UJ9 
_chem_comp.name                                  "Cefepime (open)" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H29 N6 O5 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "(2R,5S)-2-[(1R)-1-[[(2Z)-2-(2-azanyl-1,3-thiazol-4-yl)-2-methoxyimino-ethanoyl]amino]-2-oxidanyl-ethyl]-5-[(1-methylpyrrolidin-1-ium-1-yl)methyl]-5,6-dihydro-2H-1,3-thiazine-4-carboxylic acid; Cefepimum (reacted)" 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2023-02-06 
_chem_comp.pdbx_modified_date                    2024-09-27 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        485.601 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     UJ9 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        8CF3 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBE 
_chem_comp.pdbx_pcm                              Y 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
UJ9 C5  C1  C 0 1 N N R N N N 16.398 0.870  -3.926  -0.404 1.547  -0.922 C5  UJ9 1  
UJ9 C15 C2  C 0 1 N N N N N N 16.723 2.064  -3.017  -0.547 2.564  -2.057 C15 UJ9 2  
UJ9 C01 C3  C 0 1 N N R N N N 17.267 -0.383 -3.660  0.566  0.443  -1.346 C01 UJ9 3  
UJ9 N01 N1  N 0 1 N N N N N N 18.620 -0.005 -3.312  0.611  -0.587 -0.315 N01 UJ9 4  
UJ9 O1  O1  O 0 1 N N N N N N 17.910 2.637  -3.476  -0.939 1.889  -3.254 O1  UJ9 5  
UJ9 S01 S1  S 0 1 N N N N N N 17.101 -1.591 -5.002  2.228  1.146  -1.566 S01 UJ9 6  
UJ9 C02 C4  C 0 1 N N N N N N 21.001 -0.896 -6.189  3.752  -0.256 0.872  C02 UJ9 7  
UJ9 N02 N2  N 0 1 N N N N N N 16.463 1.416  -5.282  -1.713 0.960  -0.626 N02 UJ9 8  
UJ9 O02 O2  O 0 1 N N N N N N 14.467 0.591  -5.875  -2.274 2.684  0.657  O02 UJ9 9  
UJ9 S02 S2  S 0 1 Y N N N N N 12.939 4.854  -7.469  -5.248 -2.668 -0.266 S02 UJ9 10 
UJ9 C03 C5  C 0 1 N N N N N N 18.475 -1.046 -6.047  3.250  -0.361 -1.567 C03 UJ9 11 
UJ9 N03 N3  N 0 1 N N N N N N 16.332 1.584  -8.518  -4.702 1.593  1.325  N03 UJ9 12 
UJ9 O03 O3  O 0 1 N N N N N N 17.219 0.501  -8.414  -4.382 2.877  1.829  O03 UJ9 13 
UJ9 C04 C6  C 0 1 N N S N N N 19.771 -0.851 -5.321  3.049  -1.064 -0.221 C04 UJ9 14 
UJ9 N04 N4  N 0 1 N N N N N N 13.663 5.493  -9.985  -2.800 -3.318 -1.457 N04 UJ9 15 
UJ9 O04 O4  O 0 1 N N N N N N 21.159 -0.092 -2.209  0.025  -2.492 1.475  O04 UJ9 16 
UJ9 C05 C7  C 0 1 N N N N N N 19.740 -0.133 -4.116  1.605  -1.195 0.123  C05 UJ9 17 
UJ9 N05 N5  N 1 1 N N N N N N 22.183 -1.822 -5.908  5.199  -0.243 0.618  N05 UJ9 18 
UJ9 O05 O5  O 0 1 N N N N N N 21.822 0.887  -4.069  2.209  -2.800 1.713  O05 UJ9 19 
UJ9 C06 C8  C 0 1 N N N N N N 21.897 -2.708 -4.716  5.622  -1.550 0.097  C06 UJ9 20 
UJ9 N06 N6  N 0 1 Y N N N N N 14.724 3.695  -8.936  -3.224 -1.195 -0.465 N06 UJ9 21 
UJ9 C07 C9  C 0 1 N N N N N N 15.471 1.240  -6.168  -2.558 1.588  0.216  C07 UJ9 22 
UJ9 C08 C10 C 0 1 N N N N N N 15.578 1.881  -7.508  -3.834 0.941  0.604  C08 UJ9 23 
UJ9 C09 C11 C 0 1 N N N N N N 16.705 -0.603 -9.165  -5.425 3.475  2.601  C09 UJ9 24 
UJ9 C10 C12 C 0 1 Y N N N N N 14.684 3.024  -7.726  -4.122 -0.444 0.173  C10 UJ9 25 
UJ9 C11 C13 C 0 1 N N N N N N 21.006 0.235  -3.398  1.304  -2.215 1.156  C11 UJ9 26 
UJ9 C12 C14 C 0 1 Y N N N N N 13.856 4.675  -8.943  -3.590 -2.394 -0.793 C12 UJ9 27 
UJ9 C14 C15 C 0 1 Y N N N N N 13.786 3.510  -6.829  -5.311 -1.037 0.396  C14 UJ9 28 
UJ9 C22 C16 C 0 1 N N N N N N 22.524 -2.651 -7.122  5.521  0.808  -0.364 C22 UJ9 29 
UJ9 C23 C17 C 0 1 N N N N N N 23.955 -3.167 -6.878  6.509  1.780  0.314  C23 UJ9 30 
UJ9 C24 C18 C 0 1 N N N N N N 24.581 -2.142 -5.920  7.130  0.916  1.443  C24 UJ9 31 
UJ9 C25 C19 C 0 1 N N N N N N 23.482 -1.097 -5.650  5.922  0.049  1.875  C25 UJ9 32 
UJ9 H1  H1  H 0 1 N N N N N N 15.355 0.585  -3.725  -0.020 2.047  -0.033 H1  UJ9 33 
UJ9 H2  H2  H 0 1 N N N N N N 15.909 2.802  -3.063  -1.304 3.301  -1.791 H2  UJ9 34 
UJ9 H3  H3  H 0 1 N N N N N N 16.849 1.721  -1.979  0.408  3.065  -2.218 H3  UJ9 35 
UJ9 H4  H4  H 0 1 N N N N N N 16.827 -0.890 -2.789  0.229  0.003  -2.284 H4  UJ9 36 
UJ9 H5  H5  H 0 1 N N N N N N 18.135 3.381  -2.930  -1.048 2.473  -4.017 H5  UJ9 37 
UJ9 H6  H6  H 0 1 N N N N N N 21.409 0.125  -6.189  3.373  0.766  0.869  H6  UJ9 38 
UJ9 H7  H7  H 0 1 N N N N N N 20.650 -1.151 -7.200  3.557  -0.713 1.843  H7  UJ9 39 
UJ9 H8  H8  H 0 1 N N N N N N 17.272 1.936  -5.557  -1.972 0.119  -1.035 H8  UJ9 40 
UJ9 H9  H9  H 0 1 N N N N N N 18.194 -0.089 -6.511  2.937  -1.020 -2.377 H9  UJ9 41 
UJ9 H10 H10 H 0 1 N N N N N N 18.631 -1.802 -6.831  4.300  -0.096 -1.691 H10 UJ9 42 
UJ9 H11 H11 H 0 1 N N N N N N 19.855 -1.863 -4.898  3.494  -2.058 -0.269 H11 UJ9 43 
UJ9 H12 H12 H 0 1 N N N N N N 14.276 5.234  -10.731 -1.894 -3.085 -1.713 H12 UJ9 44 
UJ9 H13 H13 H 0 1 N N N N N N 12.714 5.422  -10.293 -3.152 -4.197 -1.666 H13 UJ9 45 
UJ9 H14 H14 H 0 1 N N N N N N 21.995 0.234  -1.896  -0.122 -3.164 2.154  H14 UJ9 46 
UJ9 H15 H15 H 0 1 N N N N N N 21.651 -2.083 -3.845  5.167  -1.716 -0.880 H15 UJ9 47 
UJ9 H16 H16 H 0 1 N N N N N N 21.047 -3.368 -4.945  6.707  -1.568 0.000  H16 UJ9 48 
UJ9 H17 H17 H 0 1 N N N N N N 22.784 -3.318 -4.491  5.305  -2.335 0.783  H17 UJ9 49 
UJ9 H18 H18 H 0 1 N N N N N N 17.397 -1.454 -9.086  -5.652 2.840  3.458  H18 UJ9 50 
UJ9 H19 H19 H 0 1 N N N N N N 15.722 -0.892 -8.766  -5.102 4.455  2.950  H19 UJ9 51 
UJ9 H20 H20 H 0 1 N N N N N N 16.601 -0.311 -10.221 -6.317 3.584  1.984  H20 UJ9 52 
UJ9 H21 H21 H 0 1 N N N N N N 13.627 3.102  -5.842  -6.158 -0.589 0.895  H21 UJ9 53 
UJ9 H22 H22 H 0 1 N N N N N N 22.488 -2.034 -8.032  5.984  0.363  -1.245 H22 UJ9 54 
UJ9 H23 H23 H 0 1 N N N N N N 21.823 -3.493 -7.222  4.613  1.340  -0.649 H23 UJ9 55 
UJ9 H24 H24 H 0 1 N N N N N N 23.934 -4.166 -6.418  7.275  2.104  -0.389 H24 UJ9 56 
UJ9 H25 H25 H 0 1 N N N N N N 24.518 -3.210 -7.822  5.980  2.638  0.732  H25 UJ9 57 
UJ9 H26 H26 H 0 1 N N N N N N 24.885 -2.630 -4.982  7.939  0.295  1.059  H26 UJ9 58 
UJ9 H27 H27 H 0 1 N N N N N N 25.456 -1.666 -6.386  7.477  1.540  2.267  H27 UJ9 59 
UJ9 H28 H28 H 0 1 N N N N N N 23.529 -0.746 -4.608  5.282  0.604  2.560  H28 UJ9 60 
UJ9 H29 H29 H 0 1 N N N N N N 23.588 -0.239 -6.331  6.264  -0.876 2.339  H29 UJ9 61 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
UJ9 N04 C12 SING N N 1  
UJ9 C09 O03 SING N N 2  
UJ9 C12 N06 DOUB Y N 3  
UJ9 C12 S02 SING Y N 4  
UJ9 N06 C10 SING Y N 5  
UJ9 N03 O03 SING N N 6  
UJ9 N03 C08 DOUB N Z 7  
UJ9 C10 C08 SING N N 8  
UJ9 C10 C14 DOUB Y N 9  
UJ9 C08 C07 SING N N 10 
UJ9 S02 C14 SING Y N 11 
UJ9 C22 C23 SING N N 12 
UJ9 C22 N05 SING N N 13 
UJ9 C23 C24 SING N N 14 
UJ9 C02 N05 SING N N 15 
UJ9 C02 C04 SING N N 16 
UJ9 C07 O02 DOUB N N 17 
UJ9 C07 N02 SING N N 18 
UJ9 C03 C04 SING N N 19 
UJ9 C03 S01 SING N N 20 
UJ9 C24 C25 SING N N 21 
UJ9 N05 C25 SING N N 22 
UJ9 N05 C06 SING N N 23 
UJ9 C04 C05 SING N N 24 
UJ9 N02 C5  SING N N 25 
UJ9 S01 C01 SING N N 26 
UJ9 C05 C11 SING N N 27 
UJ9 C05 N01 DOUB N N 28 
UJ9 O05 C11 DOUB N N 29 
UJ9 C5  C01 SING N N 30 
UJ9 C5  C15 SING N N 31 
UJ9 C01 N01 SING N N 32 
UJ9 O1  C15 SING N N 33 
UJ9 C11 O04 SING N N 34 
UJ9 C5  H1  SING N N 35 
UJ9 C15 H2  SING N N 36 
UJ9 C15 H3  SING N N 37 
UJ9 C01 H4  SING N N 38 
UJ9 O1  H5  SING N N 39 
UJ9 C02 H6  SING N N 40 
UJ9 C02 H7  SING N N 41 
UJ9 N02 H8  SING N N 42 
UJ9 C03 H9  SING N N 43 
UJ9 C03 H10 SING N N 44 
UJ9 C04 H11 SING N N 45 
UJ9 N04 H12 SING N N 46 
UJ9 N04 H13 SING N N 47 
UJ9 O04 H14 SING N N 48 
UJ9 C06 H15 SING N N 49 
UJ9 C06 H16 SING N N 50 
UJ9 C06 H17 SING N N 51 
UJ9 C09 H18 SING N N 52 
UJ9 C09 H19 SING N N 53 
UJ9 C09 H20 SING N N 54 
UJ9 C14 H21 SING N N 55 
UJ9 C22 H22 SING N N 56 
UJ9 C22 H23 SING N N 57 
UJ9 C23 H24 SING N N 58 
UJ9 C23 H25 SING N N 59 
UJ9 C24 H26 SING N N 60 
UJ9 C24 H27 SING N N 61 
UJ9 C25 H28 SING N N 62 
UJ9 C25 H29 SING N N 63 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
UJ9 InChI            InChI                1.06  "InChI=1S/C19H28N6O5S2/c1-25(5-3-4-6-25)7-11-9-31-17(23-14(11)18(28)29)12(8-26)21-16(27)15(24-30-2)13-10-32-19(20)22-13/h10-12,17,26H,3-9H2,1-2H3,(H3-,20,21,22,27,28,29)/p+1/b24-15-/t11-,12-,17-/m1/s1" 
UJ9 InChIKey         InChI                1.06  XJYXJMZNAZABOJ-BNWKVGSUSA-O                                                                                                                                                                               
UJ9 SMILES_CANONICAL CACTVS               3.385 "CO\N=C(/C(=O)N[C@H](CO)[C@H]1SC[C@@H](C[N+]2(C)CCCC2)C(=N1)C(O)=O)c3csc(N)n3"                                                                                                                            
UJ9 SMILES           CACTVS               3.385 "CON=C(C(=O)N[CH](CO)[CH]1SC[CH](C[N+]2(C)CCCC2)C(=N1)C(O)=O)c3csc(N)n3"                                                                                                                                  
UJ9 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[N+]1(CCCC1)C[C@@H]2CS[C@@H](N=C2C(=O)O)[C@@H](CO)NC(=O)/C(=N\OC)/c3csc(n3)N"                                                                                                                           
UJ9 SMILES           "OpenEye OEToolkits" 2.0.7 "C[N+]1(CCCC1)CC2CSC(N=C2C(=O)O)C(CO)NC(=O)C(=NOC)c3csc(n3)N"                                                                                                                                             
# 
_pdbx_chem_comp_identifier.comp_id           UJ9 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(2~{R},5~{S})-2-[(1~{R})-1-[[(2~{Z})-2-(2-azanyl-1,3-thiazol-4-yl)-2-methoxyimino-ethanoyl]amino]-2-oxidanyl-ethyl]-5-[(1-methylpyrrolidin-1-ium-1-yl)methyl]-5,6-dihydro-2~{H}-1,3-thiazine-4-carboxylic acid" 
# 
loop_
_pdbx_chem_comp_synonyms.ordinal 
_pdbx_chem_comp_synonyms.comp_id 
_pdbx_chem_comp_synonyms.name 
_pdbx_chem_comp_synonyms.provenance 
_pdbx_chem_comp_synonyms.type 
1 UJ9 "(2R,5S)-2-[(1R)-1-[[(2Z)-2-(2-azanyl-1,3-thiazol-4-yl)-2-methoxyimino-ethanoyl]amino]-2-oxidanyl-ethyl]-5-[(1-methylpyrrolidin-1-ium-1-yl)methyl]-5,6-dihydro-2H-1,3-thiazine-4-carboxylic acid" PDB ? 
2 UJ9 "Cefepimum (reacted)"                                                                                                                                                                             PDB ? 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
UJ9 "Create component" 2023-02-06 PDBE 
UJ9 "Initial release"  2024-09-04 RCSB 
UJ9 "Modify PCM"       2024-09-27 PDBE 
# 
_pdbx_chem_comp_pcm.pcm_id                             1 
_pdbx_chem_comp_pcm.comp_id                            UJ9 
_pdbx_chem_comp_pcm.modified_residue_id                SER 
_pdbx_chem_comp_pcm.type                               None 
_pdbx_chem_comp_pcm.category                           "Covalent chemical modification" 
_pdbx_chem_comp_pcm.position                           "Amino-acid side chain" 
_pdbx_chem_comp_pcm.polypeptide_position               "Any position" 
_pdbx_chem_comp_pcm.comp_id_linking_atom               C15 
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom   OG 
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession     ? 
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession      ? 
# 
